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Datadog is seeking a Director of Enterprise Sales Engineering to lead a regional team across US Central (Illinois and Texas). This is a strategic leadership role managing frontline SE leaders and driving account strategy, deal execution, and operational excellence across the region.
You will own in-field execution at a regional level, taking an executive presence role in strategic, high-impact opportunities and providing senior-level stakeholder alignment. You'll develop and operationalize repeatable methodologies that scale across a large customer base, enabling Datadog to accelerate enterprise growth by demonstrating how Datadog's observability and security solutions deliver measurable business outcomes—particularly in the context of Agentic AI.
Key responsibilities include partnering with senior Sales leadership on regional strategy and multi-quarter planning; overseeing consistent, high-quality delivery across technical sales cycles; leading, coaching, and developing a team of Sales Engineering leaders; hiring and onboarding top talent at IC and manager levels; managing regional operations including resource allocation, utilization, and KPI tracking; collaborating cross-functionally with Sales, Product, Marketing, Enablement, and Support; driving operational excellence through process improvements and scaling evaluation frameworks; and tracking competitive developments and emerging technologies.
You bring 5+ years of experience leading frontline SE leaders in customer-facing technical organizations, with 10+ years in Sales Engineering, Solutions Engineering, or related technical customer-facing roles. You have demonstrated success leading solution engineering teams with senior stakeholders across Product, SRE, DevOps, and Engineering. You operate at both strategic and operational levels, balance multi-quarter planning with day-to-day execution, and have proven ability to influence cross-functional teams and navigate complex joint selling motions. You possess excellent communication and stakeholder management skills, expert storytelling capabilities for explaining complex security concepts, and a passion for building scalable processes and collaborative team culture. Background in public cloud (AWS, Azure, GCP), Kubernetes, APM/tracing, security, observability, or adjacent SaaS technology is valued. Familiarity with sales methodologies such as MEDDICC or Command of Message is expected. You're willing to travel as needed to support customer engagements and internal meetings.
